Chemodex

meso-Tetraphenylporphyrin

Product Code:
 
CDX-T0163
Product Group:
 
Dyes, Stains, and Probes
Supplier:
 
Chemodex
Regulatory Status:
 
RUO
Shipping:
 
Ambient
Storage:
 
Short term: +20°C. Long term: +20°C
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Chemical Structure

Chemical Structure

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CDX-T0163-G0011 g£87.00
Quantity:
CDX-T0163-G0055 g£313.00
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This product comes from: Switzerland.
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  • Further Information
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Further Information

Appearance:
Dark purple powder.
CAS:
917-23-7
Description:
meso-Tetraphenylporphine (TPP) is a synthetic porphyrin widely used as a model compound in chemistry and biology. It features a planar porphyrin ring with four phenyl groups at the meso positions, offering stability and strong absorption in the visible range. Its most notable spectral feature is a Soret band near 417 nm, along with several Q-bands up to 645 nm, and it fluoresces in the 650-720 nm range. Spectral data: lambdaex 420nm, lambdaem 651nm (in toluene). TPP's ability to coordinate metal ions such as Fe, Zn, and Cu makes it valuable for studying heme-like systems and catalysis. Metallated TPP complexes mimic biological processes like oxygen transport and electron transfer, while also serving in oxidation catalysis and as photosensitizers in photodynamic therapy. Its synthetic flexibility allows for structural modifications that improve solubility or electronic properties, enabling applications in materials science, photovoltaics, and nanotechnology. TPP remains a foundational molecule for research spanning fundamental chemistry to advanced functional materials.
EClass:
32160000
Form:
solid
Handling Advice:
Protect from light and moisture.
InChi:
InChI=1S/C44H30N4/c1-5-13-29(14-6-1)41-33-21-23-35(45-33)42(30-15-7-2-8-16-30)37-25-27-39(47-37)44(32-19-11-4-12-20-32)40-28-26-38(48-40)43(31-17-9-3-10-18-31)36-24-22-34(41)46-36/h1-28,45,48H/b41-33-,41-34?,42-35-,42-37?,43-36-,43-38?,44-39-,44-40?
InChiKey:
YNHJECZULSZAQK-VQHGFYMWSA-N
MDL:
MFCD00011680
Molecular Formula:
C44H30N4
Molecular Weight:
614.74
Package Type:
Vial
Purity:
>97% (HPLC)
SMILES:
C=1(C=2NC(=CC2)C(=C3N=C(C=C3)C(=C4NC(=C(C5=NC1C=C5)C6=CC=CC=C6)C=C4)C7=CC=CC=C7)C8=CC=CC=C8)C9=CC=CC=C9
Solubility Chemicals:
Soluble in chloroform.
Source / Host:
Synthetic
Transportation:
Non-hazardous
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at RT.

Documents

References

(1) A.D. Adler, et al.; J. Org. Chem. 32, 476 (1967) | (2) R. Bonnett, et al.; Photochem. Photobiol. 48, 271 (1988) | (3) M. Canete, et al.; Int. J. Oncol. 13, 497 (1998) | (4) A.A. Hidalgo, et al.; Chem. Phys. Lipids 134, 97 (2005) | (5) A. Huijser, et al.; J. Phys. Chem. B 109, 20166 (2005) | (6) S. Richeter, et al.; Inorg. Chem. 45, 10049 (2006) | (7) T. Chaudhuri, et al.; Luminescence 26, 747 (2011) | (8) M. Gmurek, et al.; Photochem. Photobiol. Sci. 11, 1422 (2012) | (9) P.Z. El-Khoury, et al.; J. Phys. Chem. A. 118, 8115 (2014)